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CAS RN: 1660-93-1 | Product Number: T0847

3,4,7,8-Tetramethyl-1,10-phenanthroline


Purity: >98.0%(T)(HPLC)
Synonyms:
Documents:
1G
$40.00
≥20  4   ≥20 
5G
$137.00
4   6   ≥20 

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Product Number T0847
Purity / Analysis Method >98.0%(T)(HPLC)
Molecular Formula / Molecular Weight C__1__6H__1__6N__2 = 236.32  
Physical State (20 deg.C) Solid
CAS RN 1660-93-1
Reaxys Registry Number 171279
PubChem Substance ID 87576680
SDBS (AIST Spectral DB) 8013
MDL Number

MFCD00004974

Specifications
Appearance White to Light yellow powder to crystal
Purity(HPLC) min. 98.0 area%
Purity(Nonaqueous Titration) min. 98.0 %
Solubility in hot Methanol almost transparency
Properties (reference)
GHS
Related Laws:
Transport Information:
HS Number 2933.49.7000
Application
TCI Practical Example: Nickel(II)-Catalyzed One Pot Synthesis of Sulfones from Aryl Boronic Acid and DABSO

ニッケル触媒による芳香族ボロン酸とDABSOを用いたるワンポットスルホン合成

Used Chemicals

Procedure

Under nitrogen atmosphere, a degassed DMI (20 mL) solution of 4-biphenylboronic acid (792 mg, 4.00 mmol), DABSO (577 mg, 2.40 mmol), tmphen (95 mg, 0.40 mmol), lithium tert-butoxide (320 mg, 4.00 mmol) and NiBr2(glyme) (123 mg, 0.40 mmol) was stirred at 100 °C for 14 hours. The mixture was cooled to room temperature and tert-butyl bromoacetate (1.17 mL, 8.00 mmol) was added and the reaction mixture stirred for 1 hour. Water (20 mL) was poured into the reaction mixture and the mixture was extracted with diethyl ether (50 mL x 3). The combined organic phase was washed with water (50 mL) and brine (40 mL), dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by medium pressure preparative chromatography (ethyl acetate:hexane = 5:95 - 15:85 on silica gel) to give compound 1 as a white solid (1.01 g, 76%).

Experimenter’s Comments

NiBr2(glyme) and LiOtBu were weighed into a sample tube in a glove box because these reagents are moisture sensitive. If these were used in air, it should be weighted quickly and used up the reagents as soon as possible after opening.
Since the ligand of NiBr2(glyme) may be desorbed under reduced pressure, depressurization operations is desirable to be finished as soon as possible.
The reaction mixture was monitored by TLC (ethyl acetate:hexane = 2:1, Rf = 0.38) and UPLC-MS.

Analytical Data

Compound 1

1H NMR (400 MHz, CDCl3); δ 8.00 (d, 2H, J = 8.9 Hz), 7.78 (m, 2H), 7.58–7.66 (m, 2H), 7.42-7.54 (m, 3H), 4.08 (s, 2H), 1.58 (s, 2H), 1.39 (s, 9H).

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